A Family Friend: Reaching Out

Tuesday was the longest Lena had ever experienced.

Her subordinates felt it: combined with her whirlwind emotions, some junior dumb ass almost lost a big account. They felt her wrath all day. And she saved the worst for that dipshit. First thing when she came in, he got called into her office. The unassuming junior manager decided would swagger in and be charming. He thought he was getting a pat on the back.

He was not prepared to what he walked into.

Lena was standing there in her "dominatrix" suit: hair slicked back, black, tight fitting suit jacket. Black blouse. Silk tight skirt, just above the knees. Stockings dark as night, with stilettos. Even her eyes were a dark, cold gray. She was a beautiful nightmare, ready to feed on an unworthy soul.

The dressing down she gave him would make the hardest soldier blush. He almost made them lose the account. But, he was lucky she was a master at negotiating. But she let him know, as sternly as she could, next time he decided to hit on a "secretary" - who wound up being the very offended female CEO-his balls were on the chopping block.

Lena took satisfaction in telling the employee who had called her "honey" one time in a board meeting this, as she shot a laser focused through him. He was relegated to the smallest accounts as long as Lena had the power. The misogyny that permeated her workplace stopped with HER. And she will leave an example for those who tried to bring it back.

He slunk away like an injured dog. Lena smiled the whole time.

She got home and sensed Jackie's presence. Not like her to come home this early. But with the drama with Colin, not too surprising. She treated slowly to her room, gauging the level of heartbreak level of her only daughter.

"How was your day, Jackie O?" she used the nickname she gave her as a toddler, hoping it would soothe her a bit.

"What do you think?" Jackie's eyes were blank, but there were signs of tears dried on her cheeks.

Lena gave her a hug. "It's going to be ok. Boys like him get what's coming to them." Which was hopefully a kick in the balls someday.

Jackie sighed. "I know. Not even mad about that anymore. Just... he made me look stupid. And I should have seen it coming."

"We all say that. Take it as a lesson." Lena's voice was even, straightforward. But her heart was breaking; she had been there.

"Was it like this with Dad?"

Lena took a deep breath. "Worse." She had to be truthful, even as she tried her hardest not to trash Chad. At least Colin hadn't been fucking the babysitter. Jackie didn't know that part, fortunately.

William's day was rough also, she found out. Jackie told her mom about a nasty rumor floating around about FUCKING REBECCA. It was officially her name to them. Lena had half a mind to just tell him to come live with them. No... bad idea. HORRIBLE idea. They would be so close. The raw sexual tension would bubble up immediately. And there was no way that Jackie wouldn't find out. Or even worse, the whole town.

They talked a bit more, and Lena went to make them a nice beef and vegetable stir fry. She even poured Jackie a small glass of wine, and got her now more experienced daughter to smile and laugh, telling how Colin was an AWFUL kisser.

Jackie retired a bit early- finals were next week, and she had to be ready. Lena went and took a long shower, contemplating Jackie's journey... and also to William. And the plan brewing in her head.

She changed into a light, silky blouse for bed, lace panties to match. She had to refocus her mind for a bit, or else she was going to lose all rationality. The book that she had been reading was sitting on the nightstand and she decided to distract her mind from going to erotic thoughts about later this week... if her plan came through.

Within a chapter, though, a steamy scene sent her mind racing again. Imagining the hot, erotic sex happening in the book was her and the hung, virile stud.

Frustrated, she threw the book down. There was only one way she could relax... she eyed Gustavo. She pondered for a minute. Although she greatly admired his service, she knew it wouldn't be enough. Not tonight. She needed more... personal care.

A thought came to her head. A delicious, naughty thought.

Lele stirred at the thought. IM IN, GIRL.

She remembered Jackie had given him Lena's number once to tell her that her "phone died" (it didn't) and she was at "his house" (not unless his name was Colin).

And he had texted her last night during the Colin drama.

Should she? She wanted to. More than she cared to admit.

Maybe to check on him... yes, that's it. And wherever it goes after that...

She picked her phone and found the number, tapping the text box. She struggled how to start the conversation. What could she say?

She stared at the screen for what seemed to be an eternity. Which made her jump when the "typing" signal started.

Damn it. He saw her.

Was he... doing the same?

William: Hey Ms. Keefe.

Lena shuddered with nervousness and excitement.

W: Sorry, Lena. Lol.

Lena: Hi! How are you? Are you ok? Jackie told me something happened.

W: Yeah. Just a tough day. Mom back on her bullshit. ????

Lena sighed. Rebecca was ALWAYS on her bullshit, it seemed.

L: I'm sorry. That's not fair to you. If you need me to listen, I'm here.

W: Thank you. That means a lot. ????

L: No need to thank me. You are special to me.

Lena paused, and decided to address the elephant in the room. Or pants, she thought to herself, grinning.

L: So... hope I didn't scare you last night. Hehe.

W: Um, no lol. Just shocked me a bit. But... it felt amazing.

Lena bit her lip.

L: Yes, it did. For me too. I couldn't help it...

W: Well I am glad you did it lol. We should be more careful, though.

Lena agreed. It was very risky. But her body needed it, wanted it, more than she'd ever wanted anyone.

L: Yes, it was... rash. But... I wanted to. Badly.

W: I did too. I hope there will be another chance soon.

L: Oh, there will be. I have plans.

Lena smiled wickedly. Should she tell him?

W: Jackie told me she's going to her dad's...

He knew. She shuddered. There was no going back now.

L: Yes. Just waiting to confirm. Are you free this weekend?

W: YES! I mean, if you are.

A shiver came to her body. Her only plans this weekend involved him fucking her. Lele screamed her happiness.

L: lol, yes. I'll make a nice dinner Friday night. Would you like that?

W: I love your cooking! Say less lol!

L: ❤️

W: I'm guessing there's going to be another lesson that night.

L: Oh... many, hopefully.

W: Oh... wow. I'd better prepare lol!

A sly smile came over her face. She had already been planning, exactly how to get the most out of those "lessons'. There were some old tricks she could pull out.

L: Just be calm. I'll help guide you. One step at a time.

W: I'm sure you will. You've taught me so much already. Have to say I'm excited to learn more.

L: Oh, really? How excited?

Her mind raced to what she hoped he meant. And he obliged.

W: Like I came home last night and thought about what happened and... well...

L: Oh did you now? Are you telling me you stroked your cock thinking about me again? ????

Lena's breath quickened, thinking about how needy she had made him. Fuck, I wonder if he came as hard as he did last night again...

W: Twice.

Her jaw dropped. TWICE? Lele shuddered in shock with her.

L: FUCK. REALLY??

W: Yep lol. You sound surprised.

L: I... have to say, that got me... excited...

Excited didn't come close. She was already moist on the lace between her legs.

W: Excited as in...

The wicked smile came to her face again. She got the hint. He wanted to know... so she might as well tell him. She slid her hands down and felt the warmth of her essence.

L: As in now I might be doing the same.

W: OMG. You're going to make me want to again.

Her eyes bugged. AGAIN? As in he had already done it once? Lena shuddered with a primal excitement. He could go repeatedly, with that youthful energy... a rush of adrenaline hit her body, terrified and happily excited- like the scariest roller coaster she'd ever been on, screaming and joyous at the same time.

Even Lele, her libidinous alter ego, had no response. Except to flood her heat even more.

And she found herself typing, almost in a fog of lust.

L: FUCK. I want to see.

W: Are you asking me for a dick pic??

Shit, was she? It wouldn't be the first time someone had sent one. But the first one she had specifically asked for.

L: Sure. Let me see.

She waited, almost giddy. She loved to admire the Beast. It felt strong, solid in her hands. She was practically drooling at the thought of her lips around it. "What's taking so long?" she found herself thinking after a minute.

An image flashed on her screen.

Lena took it in.

ALL of it.

It filled the entire height of the picture. The angle was almost perfect, an erotic masterpiece of Mapplethorpe proportions. Every vein was noticeable, the skin around him taut and shining. It was a true sight to behold. She stared at it like the actors in "Jurassic Park" had seeing dinosaurs the first time.

Lele was playing the theme inside her.

That beautiful, strong specimen of manhood was going to BE INSIDE OF HER on Friday.

L: MY. GOD. It's beautiful.

W: You really think so?

L: Absolutely.

W: Thank you... I really don't know what to say lol.

L: Are you hard like all the time lol?

W: Not ALL the time lol. I was just touching it now.

Lena's body shivered. He was jerking off while they were talking. As they were texting. Stroking and thinking about HER... She felt powerful, and lusty at the thought.

L: Mmmm, I wish I could watch you do that right now.

W: You do? Like... watch me masturbate?

L: Yes. That would be... so erotic. You moaning my name as you did it.

W: Well... I'd love to watch you too. It would definitely... help.

She looked up with a start. She never thought of it. Could she? She could... but she hadn't had phone sex in..."Wait, have I EVER had phone sex?" she thought.

L: Give me a minute. Just want to make sure Jackie doesn't walk in.

W: Totally lol!

Slowly padding down the hallway, she checked in on the young woman down the hall. She held her breath, hoping that Jackie wouldn't be in a pool of tears.

Jackie was asleep. Her school book was resting next to her, a light hint of some sappy boy band song playing in the background. The only sign of distress from the broken heart was a stuffed animal that he gave her... with it's head ripped off.

"Oh yeah, I get it Jackie O", she thought. She would be ok. She knew.

And gently sprinted back down the hallway, back to the attention of a young man who she desperately hungered for.

Lena removed her top, her naked upper body shivering slightly at the cool air around her, and slipped back into bed.

L: OK, she's asleep. Are you ready?

Her phone buzzed within seconds. William was video calling her. She grabbed a pillow and propped her phone at the perched it at the perfect angle. A deep, excited sigh came from her lips as she answered.

William's face greeted her with a beaming smile... and his eyes went wide as he gazed over her womanly curves.

"Oh shit... I wasn't expecting that!" he giggled. He clumsily set his phone down, angling so she could take him all in.

Lele gushed with approval, and Lena let out a small, trembling gasp.

Lena marveled at the sight of it: his boyish, beaming face, almost too innocent... and his powerful, vibrating manhood, strong and foreboding at the forefront. It was glowing from the light, beckoning to be inside her.

"Holy... it still amazes me how big it is." Lena held her hand to her mouth, eyes staring with hunger at the beige, veiny Beast.

"Thank you, I think?" William giggled.

"Sorry... I just... I've never been close to one so... BIG."

William looked almost shocked. "Really? I mean... I know it's different from most boys my age, but..."

"Oh, William. It's bigger than most MEN. Its... glorious."

"Wow... I say the same about your body." William's gaze scanned her form slowly, taking in every curve.

Something stirred in her, a carnal happiness; she liked how he looked at her, felt desired and wanted in a primal way. It was intoxicating to her.

"Oh... you mean... this body?" Lena rubbed her fingers achingly slow, carefully, over her supple breast.

William licked his lips and shook his head, transfixed oh her hand.

"You want your mouth on this?" She whispered, almost purring, as she pinched her nipples between her fingers. The Beast was swollen, bouncing. The skin around him was shining like a beacon, ready to explode. William was slowly working his hand down to it with each breath.

She gently played with each nipple, arching her back with pleasure. She was electric, and knowing he was watching her, doing things to himself as he did... her core was burning now. Every gasp he made, every sound of his hand slipping down his cock, made her grind more. She watched him as he grabbed some lotion, making him shine as he started pumping again. A filthy thought came to her head... and her mouth watered.

"My god, if you were here right now. Id love to wrap my lips around you." Her voice was a growl, deep and throaty.

"Fuck..." William twitched, his cock throbbing with approval. His hands gripped it from the bottom and stroked lightly upward. The hungry woman stared in amazement. "He's going to be inside me. THAT will be inside me. In my mouth. My pussy. He is going to FUCK me." It's all she thought as she started to trace her pussy lips with her fingers slowly, happily repeating the mantra over and over. Lele was pounding out a beat to it.

Lena watched the young man, wanting to bring him-and her- closer to the edge. "Mmmmm, you like that, don't you? Imagining me, on my knees in front of you now, sucking your amazing cock?" Lena's hands were moving now, lower, hovering down between her legs.

"Fuck yes I do. I stroke my cock thinking about every night now." His hand glided back down, and he growled lowly. Lena twitched at the sound of him.

"MMMMMMMM..."she moaned as her hand slid over her lace, moisture already pooling the dainty fabric.

A gasp of pleasure come from his mouth, his eyes laser focused as her fingers slowly stroked her wetness. His strokes became steady, rhythmic. She watched, her fingers timed the beat of his hand. Moans started to leave both of their mouths, their eyes locked on each other's sex.

"I want to see..." William gasped, breathless as his pace quickened.

Lena knew what he meant, and gave a devious smile. She wanted to tease him, just a bit. "Just a peek. But no more. Until Friday." Her finger slipped the dainty panties aside.

William's eyes bulged, and frantically stroked. A wondrous gasp left his lips at his first view of a woman's vagina.

And his jaw dropped as Lena slid a digital ever so slowly in, and let out a long breath.

That's all it took.

"Fuck... i... I'm close..." William's eyes were glazed over, his eyes rolling back.

"YES.... fuck it want to watch you cum... cum for me, please!" Lena's heart was racing, the excitement overtaking her. She wanted to see the explosion, hear his feral growl, knowing just the sight of it would take her over the edge.

His strokes became more rapid, violent even. Then he arched, and a deep groan left his mouth... "UUUNNNNNNGGGGHHHH!"

It was the most erotically beautiful thing Lena had ever seen.

His hips shot upward once, twice. And gush of deep, silvery semen flew skyward, landing on his stomach. His powerful thrusts into his fist pumped what seemed like gallons af his seed over his hands, trailing to his tight, lightly hairy sack. Just the sight of it had Lena cumming too, her hands reaching for a pillow to muffle her shrieks of a surprisingly strong orgasm.

Gustavo could never compare to this anymore.

Lena caught her breath, and stared at the wonderful mess all over William.

"I would lick all of that up for you."

William's eyes were glazed, but he responded with a moan. "Then I wouldn't need this towel." He chuckled drunkenly.

"Friday then. A nice dinner for you. And relax, you can stay all night. Weekend, if you want." Lena's eyes were heavy. This was just what she needed.

"I have to see my uncle Saturday. But, yeah. I'd like that a lot."

"Will your mom say anything?"

William's mouth twisted with sarcasm. "I won't think she'll even notice. But I'll tell her something."

Lena felt a pang of sorrow for him. If Jackie went ANYWHERE, she wanted to know. Not caring like that... FUCKING REBECCA.

William sensed her discomfort. "It'll be ok. Mom does her own thing. And she won't ask questions."

Lena nodded, trying to smile. "My week is going to be a little crazy, so I might not see you until then..."

"Its fine. You can always call me. Anytime." His eyes flickered a bit wickedly.

A giggle came to her mouth, happy with his response. "Good to know." She blew him a kiss and waved goodbye. He responded with one of his own as he hung up.

What in the world... Lena laid back on her pillows, grinning from ear to ear. This was going to be SOME weekend.

And she was already counting the hours.